Acetic acid (4R,4aS)-8-acetoxy-4a-chlorocarbonyl-6-methyl-9-oxo-4,4a,9,9a-tetrahydro-1H-xanthen-4-yl ester | 200409-54-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: Acetic acid (4R,4aS)-8-acetoxy-4a-chlorocarbonyl-6-methyl-9-oxo-4,4a,9,9a-tetrahydro-1H-xanthen-4-yl ester
• CAS: 200409-54-7
• 化学式: C₁₉H₁₇ClO₇
• 分子量: 392.793
• InChiKey: UDNUKFVMXAYVGU-YJVRRGMSSA-N

物化性质

• 沸点：
  533.448±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.421±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  95.97
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (4R,4aS)-8-acetoxy-4a-chlorocarbonyl-6-methyl-9-oxo-4,4a,9,9a-tetrahydro-1H-xanthen-4-yl ester 在 sodium hydroxide 、 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 生成 (4R,4aS)-4,8-Dihydroxy-6-methyl-9-oxo-4,9-dihydro-xanthene-4a-carboxylic acid methylamide
  参考文献：
  名称：

  Syntheses of novel antitumor dihydroxanthone derivatives with inhibitory activity against DNA topoisomerase II

  摘要：

  A series of methoxycarbonyl group modified nidulalin A analogs were synthesized to improve stability against esterases. The amide derivatives showed cytotoxic activity along with inhibitory activity against DNA topoisomerase II. Among the analogs, amide 9a exhibited antitumor activity in Colon 26 murine tumor model. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00440-0
• 作为产物：
  描述：

  (4R,4aS)-4,8-Diacetoxy-6-methyl-9-oxo-1,4,9,9a-tetrahydro-xanthene-4a-carboxylic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (4R,4aS)-8-acetoxy-4a-chlorocarbonyl-6-methyl-9-oxo-4,4a,9,9a-tetrahydro-1H-xanthen-4-yl ester
  参考文献：
  名称：

  Syntheses of novel antitumor dihydroxanthone derivatives with inhibitory activity against DNA topoisomerase II

  摘要：

  A series of methoxycarbonyl group modified nidulalin A analogs were synthesized to improve stability against esterases. The amide derivatives showed cytotoxic activity along with inhibitory activity against DNA topoisomerase II. Among the analogs, amide 9a exhibited antitumor activity in Colon 26 murine tumor model. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00440-0